Systems and methods are provided for dynamically grouping data analysis content derived from a plurality of sensors. In one embodiment, a plurality of sensors can be disposed on a plurality of machine trains or one or more machines within the plurality of machine trains configured in an industrial environment. A communication circuit can be operatively coupled to the plurality of sensors and configured to communicate data measured by the plurality of sensors, and a dynamic graphical user interface (GUI) can be provided on a touchscreen display and can be configured to dynamically generate one or more visualizations of the measured data. A processor can be configured to receive the measured data via the communication circuit, to generate a plurality of measurements based on the measured data, and to operatively control the dynamic GUI in response to a grouping mode selection.